Payments stay lower, cashflow better and it'll boost your balance sheet not to mention lower risk when things go awry. 

Like anything it has to stay balanced but small gestures go a long way in reducing turnover and mitigating many "would be" issues. 

Therefore, you will want to confirm that the trust company allows for investing in an LLC and the associated fees and minimim balance that applies to the IRA account.2.

You also mentioned an unpaid water bill, so be sure to deduct any outstanding balance from that bill as well. 

To maximize the number of transactions you’re involved in you will need to:Be Top of Mind when they think about moving - which requires consistent reminders.Be seen as an Expert – which requires a consistent message and Evidence of Success storiesGain their Trust – which requires communicating integritySo, start out by listing everyone you know in an Excel spreadsheet.

I have about 10-20 with a $4,000 balance now on a $1000 month rent, more with 2 months balance...

typically with seller finance there would be some period of monthly payments and then a balloon where you pay off the balance in full. 

How do you balance the risks of holding during a market dip versus the rewards of appreciation?

Is this from a balance sheet lender?

If you aren't, there are other options that don't require those.